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Hotels in Middlesboro

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Choose from 325 Middlesboro Hotel Deals

Sleep Inn & Suites
Sleep Inn & Suites
2.5 out of 5
1260 N, 12th Street, Middlesboro, KY
  • 7 min walk from Middlesboro Mall
The price is $103 per night from Apr 6 to Apr 7
$103
includes taxes & fees
Apr 6 - Apr 7
Book a stay at this business-friendly hotel in Middlesboro. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
9/10 Wonderful! (695 reviews)
"This hotel was clean and had very friendly staff!"

Reviewed on Mar 9, 2025

Sleep Inn & Suites
Econo Lodge Middlesboro
Econo Lodge Middlesboro
2 out of 5
1623 Cumberland Avenue, Middlesboro, KY
  • 16 min walk from Middlesboro Mall
The price is $93 per night from Mar 30 to Mar 31
$93
includes taxes & fees
Mar 30 - Mar 31
Stay at this motel in Middlesboro. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. ...
6.8/10 (368 reviews)
"For an Econo Lodge I was very, very happy with my accommodations. Extremely clean and quiet. Wish they had a better breakfast. I would stay again."

Reviewed on Mar 8, 2025

Econo Lodge Middlesboro
Holiday Inn Express Middlesboro by IHG
Holiday Inn Express Middlesboro by IHG
2.5 out of 5
1252 N 12th St, Middlesboro, KY
  • 4 min walk from Middlesboro Mall
The price is $131 per night from Mar 20 to Mar 21
$131
includes taxes & fees
Mar 20 - Mar 21
Book a stay at this business-friendly hotel in Middlesboro. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
9.4/10 Exceptional! (643 reviews)
"Very nice hotel!"

Reviewed on Mar 9, 2025

Holiday Inn Express Middlesboro by IHG
Holiday Inn Express Williamsburg by IHG
Holiday Inn Express Williamsburg by IHG
2.5 out of 5
56 West Highway 92, Williamsburg, KY
  • 43 min drive from Middlesboro Mall
The price is $139 per night from Mar 23 to Mar 24
$139
includes taxes & fees
Mar 23 - Mar 24
Stay at this hotel in Williamsburg. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. ...
9/10 Wonderful! (914 reviews)
"This was clean and had a decent breakfast."

Reviewed on Mar 9, 2025

Holiday Inn Express Williamsburg by IHG
Days Inn by Wyndham Jellico - Tennessee State Line
Days Inn by Wyndham Jellico - Tennessee State Line
2 out of 5
1417 5th Street, Jellico, TN
  • 32 min drive from Middlesboro Mall
The price is $65 per night from Mar 24 to Mar 25
$65
includes taxes & fees
Mar 24 - Mar 25
Book a stay at this spa hotel in Jellico. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. ...
7.2/10 Good! (926 reviews)
"All as expected!"

Reviewed on Mar 14, 2025

Days Inn by Wyndham Jellico - Tennessee State Line
Pine Mountain State Resort Park
Pine Mountain State Resort Park
3 out of 5
1050 State Park Road, Pineville, KY
  • 22 min drive from Middlesboro Mall
The price is $122 per night from Mar 20 to Mar 21
$122
includes taxes & fees
Mar 20 - Mar 21
Stay at this 3-star golf hotel in Pineville. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular ...
8.8/10 Excellent! (545 reviews)
"This property is in one of the most beautiful places I’ve ever seen. It was nice to convene with nature. My husband and I will definitely be back."

Reviewed on Dec 21, 2024

Pine Mountain State Resort Park
Quality Inn
Quality Inn
2.5 out of 5
2608 South Highway 421, Harlan, KY
  • 49 min drive from Middlesboro Mall
The price is $107 per night from Apr 3 to Apr 4
$107
includes taxes & fees
Apr 3 - Apr 4
Book a stay at this business-friendly hotel in Harlan. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
8.4/10 Very Good! (283 reviews)
"The only thing we did Not like were the weird bed pillows"

Reviewed on Feb 1, 2025

Quality Inn
Cumberland Gap Inn
Cumberland Gap Inn
2.5 out of 5
630 Brooklyn Street, Cumberland Gap, TN
  • 5 min drive from Middlesboro Mall
The price is $111 per night from Mar 20 to Mar 21
$111
includes taxes & fees
Mar 20 - Mar 21
Stay at this motel in Cumberland Gap. Enjoy free WiFi, free parking, and balconies or patios. Popular attractions Cumberland Gap National Historical Park and ...
7.8/10 Good! (557 reviews)
"Staff was very accommodating."

Reviewed on Jul 5, 2024

Cumberland Gap Inn
The Olde Mill Inn Bed & Breakfast
The Olde Mill Inn Bed & Breakfast
2.5 out of 5
603 Pennlyn Avenue, Cumberland Gap, TN
  • 4 min drive from Middlesboro Mall
The price is $169 per night from Mar 31 to Apr 1
$169
includes taxes & fees
Mar 31 - Apr 1
Stay at this B&B in Cumberland Gap. Enjoy free breakfast, free parking, and conference space. Our guests praise the breakfast in our reviews. Popular attractions ...
9.6/10 Exceptional! (151 reviews)
"Great location, excellent breakfast, very clean."

Reviewed on Mar 9, 2025

The Olde Mill Inn Bed & Breakfast
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Find cheap hotels in Middlesboro

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If you’re traveling during the week for business, Hotwire can score you a luxury hotel for as low as $65. In town for pleasure? Hotwire still has you covered. If you’re in the mood for a quick last-minute weekend getaway or spa retreat, you can get great Middlesboro hotel deals at the last minute.

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Frequently Asked Questions About Middlesboro hotels

Where can I find the best last-minute travel deals?

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How many hotels are there in Middlesboro?

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